The Checkmate 3000 is one of Tobey's prime robots. It was specifically built to trump all who oppose it in checkers. It's first appearance has been in "Monkey-Robot Showdown", when Tobey used it to try to win the local checkers competition because of his unfufilled dream of winning a checkers match after being defeated by a young Violet in preschool. When Tobey kept on pressing his chess-playing champion to win, Checkmate 3000 began to become so frustrated that in the end, it tried to destroy every checker-patterned object he came across.
The Checkmate 3000 is built like the Super Robot, however with regular gray robot colors, and is dressed in a Scottish style.